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Lucy has spent the weekend partying and failed to do her homework. The headmaster hears about this and calls Lucy into his office where he proceeds to give her a proper spanking. He orders her to pull down her jeans, throws her over his lap and uses his

Lucy has spent the weeken..

The headmaster sometimes doubles as the doctor of the school, were he performs humanitarian efforts. Despite the sometimes unfortunate times, he still has to perform his duties as punisher of the school. Arianie had been found in a risque outfit, posing

The headmaster sometimes..

The headmaster spanks two misbehaving students

The headmaster spanks two..

Miss Heron has been called to the headmasters office for wearing high heels, yet again. She kicks her high heels in the air as she receives her ATK spanking. The headmaster delivers some blows using his firm hand over her skirt before lifting it up to r

Miss heron has been calle..

Xenia and Lolita are caught cheating on their geography exam and receive a proper spanking. The headmaster takes turns giving both Xenia and Lolita a firm OTK spanking. Each of them kick their legs and cry out in a mix of pleasure and pain as their white

Xenia and lolita are caug..

The headmaster has just received Angelas failing report card and decides to teach her a valuable lesson. He drags over a chair, pulls her across his lap, and gives her a good old-fashioned OTK spanking. He then removes her panties and uses his firm hand

The headmaster has just r..

Naughty Paris forgot to clean the kitchen yet again and receives her punishment in this sexy spanking film. She unbuckles her belt and lowers her jeans, revealing her sexy white bottom. The headmaster grabs her, throws her over his knee and uses his fir

Naughty paris forgot to c..

The headmaster and the teacher place Tina in a guillotine then lift up her dress and give her a lashing she wont soon forget

The headmaster and the te..

Katty has been extra naughty this week and is taught a stern lesson is this sexy caning video. The headmaster wakes her up, bends her over the bend and proceeds to give her a good caning. After a few spankings with his cane, the headmaster lowers Kattys

Katty has been extra naug..

Occasionally the headmaster will go wild with need to punish his students for things he felt they will eventually commit. He decided on Trisha, since she had the longest history amongst the girls, in terms of violations. He had her bent over his leg, an

Occasionally the headmast..

Tiffany was placed on our rudimentary rack, hands and feet chained. She had always dressed slutty, with her tits spilling out of her tops and barely covered legs. The headmaster knew this and wanted to teach her a lesson. He felt he should torture her

Tiffany was placed on our..

Josephine is a perfect example of a bad girl gone worse. She had been paddled spanked, paddled, and caned, but for some reason her attitude and behavior never seemed to change. This is when the headmaster had enough, and now felt it was time to place her

Josephine is a perfect ex..

Fransisca seems to have not stopped her drug use, and the headmaster was going to put and end to this. He dragged her into a room, and immediately began to spank her with his bare hands.

Fransisca seems to have n..

Sara has failed to clean her room and is dragged to the couch to receive her OTK spanking. Sara kicks and screams as the headmaster throws her over his lap and gives her the spanking she deserves. He lifts up her skirt and begins to turn her ass a rosy

Sara has failed to clean..

Nikki is at it again, this time with a problem in gym leading to her latest punishment. The headmaster picked up a wooden staff, knowing the full effect it would have on her. He repeatedly struck her until bruises began to appear, reminders for the rest

Nikki is at it again, thi..

Sexy little Lexi is sent away by her headmaster for a transatlantic education she won't forget. Across the pond she encounters likeminded bad girls who happily lead her astray. Before she knows it she's receiving a hardcore lesson in sucking and fucking. George Uhl Jazz Duro Mackenzee Pierce

Sexy little lexi is sent..

Angela was a good student, always wanting everyone to like her. This came to a head though when she was basically forced to go out with a few girls from the school. The night involved drinking and partying. Once the headmaster found out about this, he

Angela was a good student..

$Nikki was back in class, and had -forgotten- to go to class the day before. The headmaster remembered her past infractures, and felt that she was headed towards a downward slope. This is when she was taken to the -individual- instruction room. She knew$

Nikki was back in class,..

Shelia is a girly maid who loves to wear a pink apron while she cleans the headmasters house. The headmaster has told Shelia he hates the color pink and decides to punish her for disobeying him. He grabs her by the arm, throws her over his knee and proce

Shelia is a girly maid wh..

Vika knows her skirt is supposed to be fingertip length, but decides to shorten it anyway. This act of defiance lands her in the headmasters office for some corporal punishment. The headmaster drags Vika across his lap, lifts up her tiny skirt and gives

Vika knows her skirt is s..

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